CN107652240A - 一种双咪唑硝酸盐的制备、结构及荧光性质 - Google Patents

一种双咪唑硝酸盐的制备、结构及荧光性质 Download PDF

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CN107652240A
CN107652240A CN201710961102.3A CN201710961102A CN107652240A CN 107652240 A CN107652240 A CN 107652240A CN 201710961102 A CN201710961102 A CN 201710961102A CN 107652240 A CN107652240 A CN 107652240A
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nitrates
double imidazole
compound
imidazole
double
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汪永涛
吕林芮
汤桂梅
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Qilu University of Technology
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Qilu University of Technology
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
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    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs
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    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms

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  • Organic Chemistry (AREA)
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Abstract

本发明公开了一种双咪唑硝酸盐的制备、结构及荧光性质。双咪唑硝酸盐的化学式为C11H12N6O6。本发明提供的化合物为双咪唑类衍生物与硝酸通过常温下重结晶得到。本发明的化合物是经过分子自组装而成的单晶化合物。所述化合物易于制备，稳定性好，结晶度高，在分子发光等领域有非常好的应用前景。

Description

一种双咪唑硝酸盐的制备、结构及荧光性质
技术领域
本发明属于有机化学、晶体学及光学领域，涉及有机盐类化合物的合成及晶态结构表征。
背景技术
近年来，阴离子在环境、生物、药物和生命科学中发挥着重要的作用，因而在超分子化学研究领域中备受众多研究者的关注。阴离子识别常从阴离子客体的角度出发，根据与阴离子客体形成的非共价健作用的类型来进行分类，主要包括静电力作用、氢键作用、疏水作用、金属离子的配位作用以及它们的协同作用等，尤其是近年来利用氢键的非共价键作用而选择识别阴离子的研究得到了很快的发展（Lou J P，Chen D M，Luo C． Synthesisand study of two simple rhodanine-based receptors of fluoride anion [J]．Imaging Science and Photochemistry， 2009，27 (4)； 256—262）。
随着现代有机合成的发展，杂环化合物在有机合成中的应用越来越受到化学家的重视。苯并咪唑硝酸盐是有机杂环化合物中非常重要的一类。与咪唑盐相比，双咪唑硝酸盐除了具有前者的多种优良性质之外，苯环的存在会引起分子间的π…π作用，从而产生多种新的功能，例如，由于双咪唑具有结构易修饰性, 近年合成了大量的含双咪唑的化合物, 并将其应用于药物研发、离子液体合成、液晶材料开发、荧光材料的合成、离子识别主体分子合成等诸多领域。由于苯并咪唑类化合物是一种含有两个氮原子的苯并杂环化合物，使得苯并咪唑类衍生物具有良好的生物活性，可做药类中间体，制备人、畜的驱虫药物。研究表明，具有共轭体母体的有机化合物具有很多重要的性质和用途，尤其是光学性能颇为优良，已经引起人们的极大兴趣和关注。
因此设计更加新颖的苯并咪唑化合物，并扩展其功能，不仅挖掘了该化合物的价值，更对光学的发展起到了推动作用。
发明内容
本发明提供一种双咪唑硝酸盐的制备及制备方法。本发明达到了减少原料用量、缩短反应时间、提高反应产率、简化实验操作和绿色合成的目的。
本发明提供一种含双咪唑硝酸盐化合物，分子式为C11H12N6O6，化学式为[H2IBI]2+ 2NO3 –。其中IBI是2-(1H-咪唑-1-甲基)-1H-苯并咪唑。
本发明提供的双咪唑硝酸盐主要采取以下技术方案：
将0.198 g (1 mmol) 2-(1H-咪唑-1-甲基)-1H-苯并咪唑（IBI）加入10 mL甲醇水溶液中（甲醇：水=1：1），在磁力搅拌器中加热40度溶解，然后滴加0.042 mL(0.5 mmol)硝酸，加热10分钟后缓慢降至室温，冷却析出黄色块状晶体。
将得到的晶体进行单晶X射线衍射测量，并在PC机上用SHELX程序包解析确定其晶体结构(图1-图4)。并检测了此化合物的荧光谱图（图5）。
附图说明
图1、本发明的双咪唑硝酸盐的晶体结构图。
图2、本发明的双咪唑硝酸盐的一维结构图。
图3、本发明的双咪唑硝酸盐的二维结构图。
图4、本发明的双咪唑硝酸盐的堆积结构图。
图5、本发明的双咪唑硝酸盐的固态荧光光谱图。

Claims (5)

1.一种双咪唑硝酸盐，其特征在于所述化合物的分子式为C11H12N6O6，结构式为
。
2.根据权利要求书1所述的双咪唑硝酸盐的合成方法，其特征在于所述化合物的合成步骤为：将2-(1H-咪唑-1-甲基)-1H-苯并咪唑以一定比例的物质的量溶于适量甲醇水溶液中，滴加适量硝酸，然后将反应混合液在适当温度下加热完成后缓慢降至室温、过滤、静置4周，得到黄色块状晶体。
3.根据权利要求书2所述的含双咪唑硝酸盐，其特征在于所述的化合物为单斜晶系，P21 /n空间群。晶胞参数 a=8.8353(4) Å，b=16.3571(7)Å，c=9.7807(4) Å，a=90°，β=90.6720(10)°，γ=90°，V=1413.41(11) Å3。
4.根据权利要求书2所述的双咪唑硝酸盐，其特征在于所述化合物的不对称单元通过N–H⋯O氢键形成一维超分子链，通过C–H⋯O氢键作用，一维超分子链形成了二维超分子层，另一种C–H⋯O氢键将二维超分子结构进一步扩展成三维超分子结构。
5.根据权利要求书1所述的双咪唑硝酸盐，其特征在于：在室温下，所述化合物固态样品在波长270 nm激发下,其发射波长为375 nm。
CN201710961102.3A 2017-10-17 2017-10-17 一种双咪唑硝酸盐的制备、结构及荧光性质 Pending CN107652240A (zh)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108147998A (zh) * 2018-02-06 2018-06-12 齐鲁工业大学 一种咪唑苯腈硝酸盐的结构及其制备方法
CN110407815A (zh) * 2019-07-07 2019-11-05 齐鲁工业大学 一种苯并咪唑磷酸盐的制备、结构及荧光性质

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CN106632064A (zh) * 2016-11-21 2017-05-10 齐齐哈尔大学 可逆双羟基菲并咪唑Hg2+荧光探针合成与使用方法

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108147998A (zh) * 2018-02-06 2018-06-12 齐鲁工业大学 一种咪唑苯腈硝酸盐的结构及其制备方法
CN110407815A (zh) * 2019-07-07 2019-11-05 齐鲁工业大学 一种苯并咪唑磷酸盐的制备、结构及荧光性质

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Application publication date: 20180202